AR056202A1 - 4 'MODIFIED NUCLEOSIDS AS ANTIVIRAL AGENTS - Google Patents

4 'MODIFIED NUCLEOSIDS AS ANTIVIRAL AGENTS

Info

Publication number
AR056202A1
AR056202A1 ARP060104218A ARP060104218A AR056202A1 AR 056202 A1 AR056202 A1 AR 056202A1 AR P060104218 A ARP060104218 A AR P060104218A AR P060104218 A ARP060104218 A AR P060104218A AR 056202 A1 AR056202 A1 AR 056202A1
Authority
AR
Argentina
Prior art keywords
nhr4
optionally substituted
value
unsubstituted
nr4nh2
Prior art date
Application number
ARP060104218A
Other languages
Spanish (es)
Inventor
Jinfa Du
Phillip Furman
Michael Sofia
Original Assignee
Pharmasset Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Pharmasset Inc filed Critical Pharmasset Inc
Publication of AR056202A1 publication Critical patent/AR056202A1/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
    • A61K31/706—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom
    • A61K31/7064—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines
    • A61K31/7068—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines having oxo groups directly attached to the pyrimidine ring, e.g. cytidine, cytidylic acid
    • A61K31/7072—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines having oxo groups directly attached to the pyrimidine ring, e.g. cytidine, cytidylic acid having two oxo groups directly attached to the pyrimidine ring, e.g. uridine, uridylic acid, thymidine, zidovudine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/20—Antivirals for DNA viruses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16—Purine radicals

Abstract

Compuestos, métodos y composiciones para tratar un huésped infectado con virus de inmunodeficiencia humana y virus de hepatitis B, método que comprende administrar una cantidad efectiva de un 4'-C-substituido-b-D- y b-L-nucleosido o una sal o prodroga farmacéuticamente aceptable del mismo. Reivindicacion 1: Un compuesto caracterizado porque comprende un b-D- y b-L-nucleosido o una sal o prodroga farmacéuticamente aceptable del mismo, que tiene una estructura definida por la formula (1) o por la formula (2), donde X es hidrogeno, F, Cl, Br, I, NH2, NHR4, NR4R5, NHOH, NHOR4, NHNH2, NR4NH2, NHNHR4, SH, SR4, S(O)bR4, OH, OR4, N3, CN, o CF3; Y es hidrogeno, F, Cl, Br, I, NH2, NHR4, NR4R5, NHOH, NHOR4, NHNH2, NR4NH2, NHNHR4, SH, SR4, S(O)bR4, OH, OR4, N3, CN, CF3, hidroximetilo, metilo, etilo opcionalmente substituido o no substituido, vinilo opcionalmente substituido o no substituido, 2-bromovinilo opcionalmente substituido o no substituido, etinilo opcionalmente substituido o no substituido; R1 es F o N3; R2 es OH, OR4, OC(O)R4, OPvO3vMxR4yR5z, PvO3vMxR4yR5z, OCH2PvO3vMxR4yR5z, OP(O)(OQ)a(NHR4)b, SH, SR4, S(O)bR4, SC(O)R4, NH2, NHC(O)R4, NHR4, NR4R5, NHOH, NHOR4, NHNH2, NR4NH2, NHNHR4; R3 es F, ciano, azido, etinilo, clorovinilo, fluorovinilo, alquilo C1-6, alquilo C1-6 substituido con uno a tres átomos de halogeno, alquenilo C1-6 o alquinilo C1-6 con la condicion que cuando R1 es N3, entonces R3 no es hidroximetilo; Z es O, S, CH2 o C=CH2; A es N, CH, o CF; y R4 y R5 son iguales o diferentes y son alquilo inferior, alquenilo inferior, acilo de 1-17 átomos de carbono, arilo, o aralquilo; M es al menos un miembro seleccionado del grupo formado por H+, Na+, y K+; v tiene un valor de 1, 2, o 3; x, y, y z son independientes entre sí y tienen un valor de 0, 1, 2, 3 o 4; y a tiene un valor de 0 o 1, b tiene un valor de 1 o 2, y Q es M o R4.Compounds, methods and compositions for treating a host infected with human immunodeficiency virus and hepatitis B virus, a method comprising administering an effective amount of a 4'-C-substituted-bD- and bL-nucleoside or a pharmaceutically acceptable salt or prodrug. of the same. Claim 1: A compound characterized in that it comprises a bD- and bL-nucleoside or a pharmaceutically acceptable salt or prodrug thereof, having a structure defined by formula (1) or by formula (2), wherein X is hydrogen, F , Cl, Br, I, NH2, NHR4, NR4R5, NHOH, NHOR4, NHNH2, NR4NH2, NHNHR4, SH, SR4, S (O) bR4, OH, OR4, N3, CN, or CF3; Y is hydrogen, F, Cl, Br, I, NH2, NHR4, NR4R5, NHOH, NHOR4, NHNH2, NR4NH2, NHNHR4, SH, SR4, S (O) bR4, OH, OR4, N3, CN, CF3, hydroxymethyl, methyl, optionally substituted or unsubstituted ethyl, optionally substituted or unsubstituted vinyl, optionally substituted or unsubstituted 2-bromovinyl, optionally substituted or unsubstituted ethynyl; R1 is F or N3; R2 is OH, OR4, OC (O) R4, OPvO3vMxR4yR5z, PvO3vMxR4yR5z, OCH2PvO3vMxR4yR5z, OP (O) (OQ) a (NHR4) b, SH, SR4, S (O) bR4, SC (O) R4, NH2 (O) R4, NHR4, NR4R5, NHOH, NHOR4, NHNH2, NR4NH2, NHNHR4; R3 is F, cyano, azido, ethynyl, chlorovinyl, fluorovinyl, C1-6 alkyl, C1-6 alkyl substituted with one to three halogen atoms, C1-6 alkenyl or C1-6 alkynyl with the condition that when R1 is N3, then R3 is not hydroxymethyl; Z is O, S, CH2 or C = CH2; A is N, CH, or CF; and R4 and R5 are the same or different and are lower alkyl, lower alkenyl, acyl of 1-17 carbon atoms, aryl, or aralkyl; M is at least one member selected from the group consisting of H +, Na +, and K +; v has a value of 1, 2, or 3; x, y, and z are independent of each other and have a value of 0, 1, 2, 3 or 4; and a has a value of 0 or 1, b has a value of 1 or 2, and Q is M or R4.

ARP060104218A 2005-09-26 2006-09-27 4 'MODIFIED NUCLEOSIDS AS ANTIVIRAL AGENTS AR056202A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US72038805P 2005-09-26 2005-09-26

Publications (1)

Publication Number Publication Date
AR056202A1 true AR056202A1 (en) 2007-09-26

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
ARP060104218A AR056202A1 (en) 2005-09-26 2006-09-27 4 'MODIFIED NUCLEOSIDS AS ANTIVIRAL AGENTS

Country Status (17)

Country Link
US (1) US8569478B2 (en)
EP (2) EP3159351A3 (en)
JP (1) JP2009510075A (en)
KR (1) KR20080065272A (en)
CN (2) CN101310021A (en)
AR (1) AR056202A1 (en)
AU (1) AU2006294807B2 (en)
BR (1) BRPI0616738A2 (en)
CA (2) CA2904692A1 (en)
EA (1) EA200800932A1 (en)
ES (1) ES2617582T3 (en)
IL (1) IL190390A0 (en)
NZ (3) NZ597544A (en)
PT (1) PT1937825T (en)
UY (1) UY29868A1 (en)
WO (1) WO2007038507A2 (en)
ZA (1) ZA200802723B (en)

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IL190390A0 (en) 2008-11-03
BRPI0616738A2 (en) 2011-06-28
ES2617582T3 (en) 2017-06-19
EA200800932A1 (en) 2008-10-30
EP1937825A2 (en) 2008-07-02
EP3159351A3 (en) 2017-05-17
NZ567272A (en) 2012-02-24
EP1937825B1 (en) 2016-12-21
CN101310021A (en) 2008-11-19
US8569478B2 (en) 2013-10-29
CA2623522A1 (en) 2007-04-05
AU2006294807B2 (en) 2013-01-17
EP1937825A4 (en) 2010-06-23
CA2623522C (en) 2015-12-08
EP3159351A2 (en) 2017-04-26
CA2904692A1 (en) 2007-04-05
CN102924549A (en) 2013-02-13
US20110021454A1 (en) 2011-01-27
KR20080065272A (en) 2008-07-11
JP2009510075A (en) 2009-03-12
WO2007038507A3 (en) 2007-09-13
ZA200802723B (en) 2009-03-25
WO2007038507A2 (en) 2007-04-05
NZ609146A (en) 2014-08-29
UY29868A1 (en) 2007-04-30
AU2006294807A1 (en) 2007-04-05
PT1937825T (en) 2017-03-08
NZ597544A (en) 2013-04-26

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